Tin(IV) Chloride Promoted Reaction of Oxiranes with Hydrogen Peroxide

Abstract

A group of substituted oxiranes were readily transformed to the corresponding β-hydroxyhydroperoxides (HHP) in good yields in ethereal SnCl₄–H₂O₂ system in which SnCl₄ acts as catalyst. Alternatively, treating oxiranes with SnCl₄ first, followed by addition of ethereal H₂O₂ solution achieved primary gem-dihydroperoxides (DHP) in moderate yields. In the case of preparing DHP, SnCl₄ first promoted the rearrangement of oxiranes to aldehydes, followed by condensation with hydrogen peroxide to provide DHP as final products.

Key words

SnCl₄ - oxirane - β-hydroxyhydroperoxide - gem-dihydroperoxide

• References and Notes

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